Low Volatile Reactive Malodor Counteractives and Methods of Use Thereof

Abstract

The present invention is a compound for counteracting thiol- and amine-based malodors in consumer, industrial and textile products.

1 . A malodor counteractant compound comprising a α,β-unsaturated carbonyl moiety covalently attached to a polymer, oligomer, surfactant or solid surface. 
     
     
         2 . The malodor counteractant compound of  claim 1 , wherein the α,β-unsaturated carbonyl moiety comprises an ionone, an irone, a damascone, an acryloxy group, a methacryloxy group or a crotonate. 
     
     
         3 . The malodor counteractant compound of  claim 1 , wherein the polymer comprises a polyol, polysaccharide, polyamine, polyacrylate, alkene oxide polymer, or block or random copolymer thereof. 
     
     
         4 . The malodor counteractant compound of  claim 1 , wherein the oligomer comprises an oligosaccharide or oligomeric alkane. 
     
     
         5 . The malodor counteractant compound of  claim 1 , wherein the surfactant comprises a poloxamine or an unbranched C 13 C 15  oxo alcohol. 
     
     
         6 . The malodor counteractant compound of  claim 1 , wherein the solid surface comprises a silica or clay surface. 
     
     
         7 . The malodor counteractant compound of  claim 1 , wherein the solid surface comprises the surface of a delivery system containing one or more α,β-unsaturated carbonyl moieties. 
     
     
         8 . The malodor counteractant compound of  claim 1 , wherein the malodor counteractant has the structure: 
       
         
           
           
               
               
           
         
         wherein, at least one of R1, R2, R3 or R4 is a polymer, oligomer, solid surface, or surfactant; and at least one of R1, R2, R3 or R4 is selected from the following group of H, a saturated aliphatic group, an unsaturated aliphatic group, an aromatic group, a heterocyclic group, O—R5, NH—R5, an polyalkylene oxide group or a blocked structure thereof, a nonionic fatty alcohol group, an ester of a nonionic fatty alcohol group, an amide of a nonionic fatty amine group or an ethoxylated fatty amine group; and R5 is R5 is selected from the group of a saturated aliphatic group, an unsaturated aliphatic group, an aromatic group, a heterocyclic group, an polyalkylene oxide group or a blocked structure thereof, a nonionic fatty alcohol group, an ester of a nonionic fatty alcohol group, an amide of a nonionic fatty amine group, an ethoxylated fatty amine group, a polymer, an oligomer, a solid surface, or a surfactant. 
       
     
     
         9 . A consumer, industrial or textile product comprising a malodor counteractant having a α,β-unsaturated carbonyl moiety covalently attached to a polymer, oligomer, surfactant or solid surface. 
     
     
         10 . The consumer, industrial or textile product of  claim 9 , wherein the α,β-unsaturated carbonyl moiety comprises an ionone, an irone, a damascone, an acryloxy group, a methacryloxy group or a crotonate. 
     
     
         11 . The consumer, industrial or textile product of  claim 9 , wherein the polymer comprises a polyol, polysaccharide, polyamine, polyacrylate, alkene oxide polymer, or block or random copolymer thereof. 
     
     
         12 . The consumer, industrial or textile product of  claim 9 , wherein the oligomer comprises an oligosaccharide or oligomeric alkane. 
     
     
         13 . The consumer, industrial or textile product of  claim 9 , wherein the surfactant comprises a poloxamine or an unbranched C 13 C 15  oxo alcohol. 
     
     
         14 . The consumer, industrial or textile product of  claim 9 , wherein the solid surface comprises a silica or clay surface. 
     
     
         15 . The malodor counteractant compound of  claim 9 , wherein the solid surface comprises the surface of a delivery system containing one or more α,β-unsaturated carbonyl moieties. 
     
     
         16 . The consumer, industrial or textile product of  claim 9 , wherein the malodor counteractant has the structure: 
       
         
           
           
               
               
           
         
         wherein, at least one of R1, R2, R3 or R4 is a polymer, oligomer, solid surface, or surfactant; and at least one of R1, R2, R3 or R4 is selected from the following group of H, a saturated aliphatic group, an unsaturated aliphatic group, an aromatic group, a heterocyclic group, O—R5, NH—R5, an polyalkylene oxide group or a blocked structure thereof, a nonionic fatty alcohol group, an ester of a nonionic fatty alcohol group, an amide of a nonionic fatty amine group or an ethoxylated fatty amine group; and R5 is R5 is selected from the group of a saturated aliphatic group, an unsaturated aliphatic group, an aromatic group, a heterocyclic group, an polyalkylene oxide group or a blocked structure thereof, a nonionic fatty alcohol group, an ester of a nonionic fatty alcohol group, an amide of a nonionic fatty amine group, an ethoxylated fatty amine group, a polymer, an oligomer, a solid surface, or a surfactant. 
       
     
     
         17 . A method for producing a malodor counteractant comprising covalently attaching a α,β-unsaturated carbonyl moiety to a polymer, oligomer, surfactant or solid surface. 
     
     
         18 . The method of  claim 17 , wherein the α,β-unsaturated carbonyl moiety comprises an ionone, an irone, a damascone, an acryloxy group, a methacryloxy group, or a crotonate. 
     
     
         19 . The method of  claim 17 , wherein the polymer comprises a polyol, polysaccharide, polyamine, polyacrylate, alkene oxide polymer, or block or random copolymer thereof. 
     
     
         20 . The method of  claim 17 , wherein the oligomer comprises an oligosaccharide or oligomeric alkane. 
     
     
         21 . The method of  claim 17 , wherein the surfactant comprises a poloxamine or an unbranched C 13 C 15  oxo alcohol. 
     
     
         22 . The method of  claim 17 , wherein the solid surface comprises a silica or clay surface. 
     
     
         23 . A method for counteracting a thiol- or amine-based malodor comprising adding the malodor counteractant compound of  claim 1  to a consumer, industrial or textile product so that thiol- or amine-based malodors of the product are counteracted. 
     
     
         24 . The method of  claim 23 , further comprising adding an amine, Lewis acid or Brønsted acid to the consumer, industrial or textile product. 
     
     
         25 . The method of  claim 24 , wherein the amine comprises a primary aliphatic amine, secondary aliphatic amine, tertiary aliphatic amine, aromatic amine, or heterocyclic amine.